ES367648A1 - Indanyl-n-methyl-carbamic acid esters - Google Patents

Indanyl-n-methyl-carbamic acid esters

Info

Publication number
ES367648A1
ES367648A1 ES367648A ES367648A ES367648A1 ES 367648 A1 ES367648 A1 ES 367648A1 ES 367648 A ES367648 A ES 367648A ES 367648 A ES367648 A ES 367648A ES 367648 A1 ES367648 A1 ES 367648A1
Authority
ES
Spain
Prior art keywords
prepared
reacting
dimethyl
methyl
reduction
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
ES367648A
Other languages
Spanish (es)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from DE19681768555 external-priority patent/DE1768555C3/en
Application filed by Bayer AG filed Critical Bayer AG
Publication of ES367648A1 publication Critical patent/ES367648A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/54—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition of compounds containing doubly bound oxygen atoms, e.g. esters
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
    • C07C49/747—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C68/00—Preparation of esters of carbonic or haloformic acids
    • C07C68/02—Preparation of esters of carbonic or haloformic acids from phosgene or haloformates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04—One of the condensed rings being a six-membered aromatic ring
    • C07C2602/08—One of the condensed rings being a six-membered aromatic ring the other ring being five-membered, e.g. indane

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises compounds of the Formula I wherein R 1 -R 4 which may be the same or different represent a hydrogen atom or an alkyl C 1-4 radical and R represents an alkyl C 1-4 radical or R and R 1 -R 3 each represents a hydrogen atom and R 4 represents an alkyl C 1 _ 4 radical. They are prepared by reaction of the appropriate 4-hydroxy indane with methyl isocyanate or with excess of phosgene and reacting the chloroformic acid ester thus formed with methylamine, or with an equivalent amount of phosgene and reacting the bis- (indanyl)-carbonate thus formed with methylamine. 2,4 - Dimethylindanol - (4) is prepared by Zn/HC1 reduction of 2,4-dimethyl-7-hydroxy-indanone (-1), which is prepared by reacting pcresyl methacrylate with AlCl 3 . 1 - Methyl - 2 - ethylindanol - (4) is prepared by Zn/HCl reduction followed by hydrogenation in the presence of Raney nickel of 2 - ethyl - 3 - methyl - 4 - chloro - 7 - hydroxyindanone-( 1), which is prepared by reacting pchlorophenyl 1,1-diethyl-1-bromo acetate with AlCl 3 . 1,2 - Dimethyl indanol - (4) is obtained by Clemmensen reduction of 2,3-dimethyl-7-hydroxy indanone-(1). 2,2 - Dimethyl indanol - (4) is obtained by reacting phenyl 2-chloro pivalate with AlCl 3 followed by Clemmensen reduction of the resultant ketone. The compounds of Formula I have pesticidal properties.
ES367648A 1968-05-25 1969-05-24 Indanyl-n-methyl-carbamic acid esters Expired ES367648A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19681768555 DE1768555C3 (en) 1968-05-25 Indanyl-N-methylcarbamic acid ester

Publications (1)

Publication Number Publication Date
ES367648A1 true ES367648A1 (en) 1971-04-16

Family

ID=5699782

Family Applications (1)

Application Number Title Priority Date Filing Date
ES367648A Expired ES367648A1 (en) 1968-05-25 1969-05-24 Indanyl-n-methyl-carbamic acid esters

Country Status (11)

Country Link
US (1) US3712915A (en)
AT (1) AT289462B (en)
BE (1) BE733566A (en)
BR (1) BR6908498D0 (en)
CH (1) CH513822A (en)
DK (1) DK121051B (en)
ES (1) ES367648A1 (en)
FR (1) FR2009352A1 (en)
GB (1) GB1203927A (en)
IL (1) IL32061A (en)
NL (1) NL6907555A (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1051034B (en) * 1975-12-03 1981-04-21 Snam Progetti PROCEDURE FOR THE PREPARATION OF AROMATIC URETANS
DE2603835A1 (en) * 1976-02-02 1977-08-04 Bayer Ag INDAN-5-YL-N-METHYLCARBAMINE ACID ESTERS, METHOD FOR THEIR MANUFACTURING AND USE AS INSECTICIDES
DE2739192A1 (en) * 1977-08-31 1979-03-08 Bayer Ag INDAN-4-YL-N-ALKYL-CARBAMIC ACID ESTER, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS A PLANT PROTECTANT
EP0011601B1 (en) * 1978-11-06 1983-02-09 Ciba-Geigy Ag Derivatives of 1h-inden-1-one, process for their preparation and their use in microbicidal agents and in combating microorganisms
DE3002202A1 (en) * 1980-01-22 1981-08-06 Bayer Ag, 5090 Leverkusen INDAN-4-YL-N-ALKYL-CARBAMIC ACID ESTER, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS FUNGICIDES
DE19829828C1 (en) * 1998-07-03 2000-02-17 Bernhard Rieger New indanone derivatives and processes for their production

Also Published As

Publication number Publication date
DE1768555B2 (en) 1975-10-30
IL32061A0 (en) 1969-06-25
IL32061A (en) 1972-08-30
BE733566A (en) 1969-11-24
FR2009352A1 (en) 1970-01-30
NL6907555A (en) 1969-11-27
DK121051B (en) 1971-08-30
DE1768555A1 (en) 1971-11-18
US3712915A (en) 1973-01-23
AT289462B (en) 1971-04-26
GB1203927A (en) 1970-09-03
CH513822A (en) 1971-10-15
BR6908498D0 (en) 1973-01-11

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